Sodium Hydroxide → HCID 10477552, compound

HRID 1247666Notes

Reaction equation

HRID 1247666 reaction equation
C[O:2][C:3](=[O:31])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12][CH2:13][CH:14]=[C:15]([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)[C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)=[CH:8][C:7]=1[CH3:30].[OH-].[Na+]>C(O)C>[F:29][C:26]1[CH:25]=[CH:24][C:23]([C:15]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)=[CH:14][CH2:13][S:12][C:9]2[CH:10]=[CH:11][C:6]([O:5][CH2:4][C:3]([OH:31])=[O:2])=[C:7]([CH3:30])[CH:8]=2)=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10343188HCID 10343188, compound

Product 1

HCID 10477552HCID 10477552, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

{4-[3,3-Bis-(4-fluoro-phenyl)-allylsulfanyl]-2-methyl-phenoxy}-acetic acid methyl ester (10.05 g, 22.8 mmol) was dissolved in warm ethanol (400 ml). 1N NaOH (35.5 ml, 35.5 mmol) was added at room temperature and the reaction mixture was stirred for 2 h. after which it was evaporated. The residue was treated with water (350 ml) and 1N HCl (41.5 ml) and extracted with dichloromethane (2×750 ml). The combined organic phases were dried and evapotated to give the title compound in 9.23 g (95%) yield.

Workup

  1. customwas evaporated
  2. additionThe residue was treated with water (350 ml) and 1N HCl (41.5 ml)
  3. extractionextracted with dichloromethane (2×750 ml)
  4. customThe combined organic phases were dried

Sources & evidence

ORD record
ord-7910395e2b684523b6f6232a7b54fdce
Source dataset
uspto-grants-2006_10
Patent number
US07129268B2

Reaction notes

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